Skulls and Shackles
Free Captains Regatta
The annual Free Captains’ Regatta is a time-honored tradition in the Shackles, and one of the few opportunities that lesser, independent captains have to increase their station and status among the pirates of the Shackles. The Free Captains’ Regatta is a grueling nautical race held among the hazardous sandbars and reefs north of the Shackles among the dangerous currents and winds at the southern fringes of the giant hurricane called the Eye of Abendego. The race is open to any Free Captain with a ship, and while many captains and ships do not finish the race (or even survive it), the regatta has no shortage of competitors each year, for the rewards are truly worth the risk—a hefty prize purse, lordship of a small island, and a seat on the Pirate Council of the Shackles.
In every Shackles port there’s much excited gossip and betting on which ships are likely favorites. For the first time in years, the field is wide open, as the infamous pirate lord called the Master of the Gales is judging the race instead of participating. The Regatta is certainly the swiftest way to power and influence in the Shackles, though it is far from the easiest or safest route.